Abstract

Neutral components of S. altissima L. roots were repeatedly chromatographed on silica gel to give four oily bitter principles and two crystalline bitter principies. These six compounds have an outstanding strutural feature in common, a B-substituted B-butenolide ring (IR) 1785, 1750, 1645cm-1, 54.65(2 H, d), 5.72(I H, bs).The hydrolysis of the simplest compound, solidagolactone (7) (CacH3eO2, bp 160-170 C/O.007mmHg, la D -73.4) gave aldehyde-carboxyiic acid (17), which was reduced by the Huang-Minlon method and methylated with diazomethaneto give methyl ester (18) (Eal D -44.70).(18) was identical with methyl dihydrokblavenate (20) (aD -32.6) derived from kolavenic acid (1). Based on the above chemica1 evidences and the spectral properties of derivatives, the structure (7) wasdetermined.In the other four compounds, solidagolactone II(8), III(9), IV(10)(C2H3003, mp 134)and V(11) (C2 g H2gO3 mp 105-106C), the presenee of substituentsat C(G) was revealed in NIVIIil data, compared to those of the corresponding coinpounds of kolavenate series. Spectral data allow assignment of provisionalstructure (12) to the remaining compound, solidagolactone VI.

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